(2S,3R)-2-(3,4-dimethoxyphenyl)oxolan-3-ol

Details

• Internal ID: 89f5cf59-a011-4c3c-afba-b6f1199d06e6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (2S,3R)-2-(3,4-dimethoxyphenyl)oxolan-3-ol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C(CCO2)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@H]2[C@@H](CCO2)O)OC
• InChI: InChI=1S/C12H16O4/c1-14-10-4-3-8(7-11(10)15-2)12-9(13)5-6-16-12/h3-4,7,9,12-13H,5-6H2,1-2H3/t9-,12+/m1/s1
• InChI Key: DEYKXHBWRCZXML-SKDRFNHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.7077	70.77%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8693	86.93%
P-glycoprotein inhibitior	-	0.9494	94.94%
P-glycoprotein substrate	-	0.8704	87.04%
CYP3A4 substrate	+	0.5069	50.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4463	44.63%
CYP3A4 inhibition	-	0.8943	89.43%
CYP2C9 inhibition	-	0.7602	76.02%
CYP2C19 inhibition	-	0.7548	75.48%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.6119	61.19%
CYP2C8 inhibition	-	0.6885	68.85%
CYP inhibitory promiscuity	-	0.5697	56.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5593	55.93%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.7819	78.19%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6667	66.67%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.7164	71.64%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	-	0.7177	71.77%
Androgen receptor binding	-	0.7409	74.09%
Thyroid receptor binding	-	0.5649	56.49%
Glucocorticoid receptor binding	-	0.6425	64.25%
Aromatase binding	-	0.8755	87.55%
PPAR gamma	-	0.7668	76.68%
Honey bee toxicity	-	0.9594	95.94%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.6713	67.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.37%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.62%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.14%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.39%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.24%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%
CHEMBL3438	Q05513	Protein kinase C zeta	80.98%	88.48%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.86%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 162869658
• LOTUS: LTS0262544
• wikiData: Q104977675